NDLI: Selective β-Hydroxyethylation at the N-1 Position of a Pyrazolone: Synthesis of Benzyl 1-(β-Hydroxyethyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylate

Content Provider	Scilit
Author	Liu, Longbin Siegmund, Aaron Retz, Daniel Xi, Ning Dominguez, Celia Bürli, Roland
Copyright Year	2008
Description	Selective 2-hydroxyethylation at the N-1 position of benzyl 5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylate with epoxides was achieved using either $AlMe_{3}$ or $Mg(ClO_{4})_{2}$ under mild conditions. The epoxide ring opening was both regioselective and stereospecific. Moderate to excellent yields were obtained from mono- and disubstituted epoxides with the exception of cis-dimethyl-2-butene oxide that gave only a trace amount of the product.
Related Links	http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-2008-1042923.pdf
Ending Page	1008
Page Count	4
Starting Page	1005
ISSN	09365214
e-ISSN	14372096
DOI	10.1055/s-2008-1042923
Journal	Synlett
Issue Number	07
Volume Number	2008
Language	English
Publisher	Georg Thieme Verlag KG
Publisher Date	2008-03-17
Access Restriction	Open
Subject Keyword	Organic Chemistry Trimethylaluminum Magnesium Perchlorate
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry

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Selective β-Hydroxyethylation at the N-1 Position of a Pyrazolone: Synthesis of Benzyl 1-(β-Hydroxyethyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylate